- Zeolitic imidazolate frameworks-67 (ZIF-67) supported PdCu nanoparticles for enhanced catalytic activity in Sonogashira-Hagihara and nitro group reduction under mild conditions
-
A bimetallic PdCu supported on amine functionalized ZIF-67 is shown to be efficient catalyst in Sonogashira-Hagihara coupling reaction of aryl iodides at room temperature and aryl bromides at 40 oC. In addition, the catalyst is used in the reduction of 4-
- Gholinejad, Mohammad,Naghshbandi, Zhwan,Sansano, Jose M.
-
-
- A facile protocol for copper-free palladium-catalyzed Sonogashira coupling in aqueous media
-
The combination of a readily available palladium catalyst and an eco-friendly basic aqueous solution of room-temperature ionic liquid, choline hydroxide (ChOH), was used in a facile protocol alternative to the Sonogashira coupling reaction, alkynylation of aryl halides in the absence of a copper cocatalyst and an external base. The dual nature of ChOH to act as a base and a green solvent played a crucial role in the catalytic cycle. The coupling reaction progressed efficiently to form a Csp-Csp2 bond under the identified conditions although the reaction outcome depended significantly on the substrates.
- Jung, Da-Young,Park, Soo Youl,Kim, Seung-Hoi
-
supporting information
p. 110 - 116
(2021/11/09)
-
- A Bithiophene-Promoted ppm Levels of Palladium-Catalyzed Regioselective Hydrosilylation of Terminal Allenes
-
A bithiophene?alkyne-based compound was synthesized and first utilized as a ligand for the selective hydrosilylation of allenes with primary and secondary phenylsilanes. It shows high selectivity towards the production of branched allylsilanes with a wide range of allenes. It is worth mentioning that the catalytic loading of the palladium can be reduced to 500 ppm. This work opens a new front of using bidentate thiophene ligand as a reaction promoter in transition-metal-catalyzed organic reaction. (Figure presented.).
- Chen, Jun-Jia,Zeng, Jia-Hao,Yang, Ying,Liu, Zhi-Kai,Jiang, Ya-Nan,Li, Miao-Ran,Chen, Li,Zhan, Zhuang-Ping
-
p. 2360 - 2366
(2020/04/28)
-
- Thiophene-Alkyne-Based CMPs as Highly Selective Regulators for Oxidative Heck Reaction
-
Thiophenes containing an adjacent C≡C group as ligands for PdII-promoted organic reactions are reported for the first time. These ligands were utilized as catalytic sites and integrated into the skeleton of conjugated microporous polymers. By e
- Li, Ren-Hao,Ding, Zong-Cang,Li, Cun-Yao,Chen, Jun-Jia,Zhou, Yun-Bing,An, Xiao-Ming,Ding, Yun-Jie,Zhan, Zhuang-Ping
-
supporting information
p. 4432 - 4435
(2017/09/11)
-
- Direct preparation of arylethynylzinc bromides and their application to cross-coupling reactions
-
A novel synthetic protocol for the preparation of arylethynylzinc bromides has been developed. Thus-obtained organozinc reagents were successfully employed in the subsequent cross-coupling reactions with a broad range of aryl halides providing the corresponding alkynylated compounds in good to excellent yields.
- Joo, Seong-Ryu,Kim, Jong-Sung,Kim, Seung-Hoi
-
p. 3267 - 3270
(2017/07/27)
-
- Synthesis of functionalized thiophenes and oligothiophenes by selective and iterative cross-coupling reactions using indium organometallics
-
The synthesis of unsymmetrical 2,5-disubstituted thiophenes by selective and sequential palladium-catalyzed cross-coupling reactions of indium organometallics with 2,5-dibromothiophene is reported. Following an iterative coupling sequence, α-oligothiophenes were synthesized in good yields and with high atom economy.
- Montserrat Martinez,Pena-Lopez, Miguel,Sestelo, Jose Perez,Sarandeses, Luis A.
-
experimental part
p. 3892 - 3898
(2012/06/04)
-
- Highly effective copper-catalyzed decarboxylative coupling of aryl halides with alkynyl carboxylic acids
-
We have developed a highly effective copper-catalyzed decarboxylative coupling of alkynylcarboxylic acids with various aryl and alkyl halides at 2 mol% loading of copper. This method is simple, economical and practical for the synthesis of disubstituted alkyne compounds.
- Qu, Xiaoming,Li, Tingyi,Sun, Peng,Zhu, Yan,Yang, Hailong,Mao, Jincheng
-
supporting information; experimental part
p. 6938 - 6942
(2011/10/31)
-
- Synthesis, photophysics and molecular structures of luminescent 2,5-bis(phenylethynyl)thiophenes (BPETs)
-
The Sonogashira cross-coupling of two equivalents of para-substituted ethynylbenzenes with 2,5-diiodothiophene provides a simple synthetic route for the preparation of 2,5-bis(para-R-phenylethynyl)thiophenes (R = H, Me, OMe, CF3, NMe2/sub
- Siddle, Jamie S.,Ward, Richard M.,Collings, Jonathan C.,Rutter, Simon R.,Porres, Laurent,Applegarth, Lucas,Beeby, Andrew,Batsanov, Andrei S.,Thompson, Amber L.,Howard, Judith A. K.,Boucekkine, Abdou,Costuas, Karine,Halet, Jean-Francois,Marder, Todd B.
-
p. 841 - 851
(2008/02/12)
-
- Double elimination protocol for the synthesis of arylene ethynylenes containing heteroaromatic rings
-
The double elimination reaction of β-substituted sulfones offers a versatile strategy for synthesis of arylene ethynylene kits containing heteroaromatic rings. A sequence of aldol reaction between α-sulfonyl carbanion and aldehyde, trapping the resulting aldolate to give β-substituted sulfone, and double elimination of this intermediate can be integrated in one pot. This protocol allows thiophene, pyridine, and ferrocene units to be accommodated in phenylene ethynylene arrays.
- Orita, Akihiro,Ye, Fangguo,Babu, Govindarajulu,Ikemoto, Tomohiro,Otera, Junzo
-
p. 716 - 727
(2007/10/03)
-
- New synthetic applications of indium organometallics in cross-coupling reactions
-
The use of indium organometallics in multifold and sequential cross-coupling reactions is reported. Triorganoindium reagents (R3In) react, under palladium catalysis, with oligohaloarenes affording the multiple cross-coupling products in a single operation. In the reaction, the three organic groups (alkyl, aryl, alkenyl or alkynyl) attached to indium are efficiently transferred to the electrophile, with only a slight excess of organometallic reagent. We demonstrate that indium organometallics are useful reagents for sequential cross-coupling reactions. This reaction illustrates the high chemoselectivity of R3In. Georg Thieme Verlag Stuttgart.
- Pena, Miguel A.,Perez Sestelo, Jose,Sarandeses, Luis A.
-
p. 485 - 492
(2007/10/03)
-
- Multifold and sequential cross-coupling reactions with indium organometallics
-
Multifold and sequential palladium-catalyzed cross-coupling reactions can be performed between triorganoindium compounds and oligohaloarenes using only a small excess of the organometallic reagent, low catalyst charge loading and short reaction times.
- Pena, Miguel A.,Perez, Ignacio,Perez Sestelo, Jose,Sarandeses, Luis A.
-
p. 2246 - 2247
(2007/10/03)
-
- Synthesis and physical properties of α,ω-bis[Co2(CO)6{μ-η2:η2-C(R)≡C}]oligothiophenes
-
α,ω-Bis[Co2(CO)6{μ-η 2:η2-C(R)≡C}]oligothiophene derivatives (6-10), in which two dicobalt hexacarbonyl acetylides are π-conjugated onto both terminals of the oligothiophene, were prepared by the reaction of the
- Jung, Taeg Sung,Kim, Joo Hwan,Jang, Eun Kyung,Kim, Dong Hyun,Shim, Yoon-Bo,Park, Bongjin,Shin, Sung Chul
-
p. 232 - 237
(2007/10/03)
-
- Synthesis, some spectroscopic and electrochemical investigations on novel monomeric and polymeric acetylene substituted thiophene monomers and polymers
-
Acetylene substituted thiophenes of the following types were synthesized: Formula Presented These monomers were polymerized to the corresponding polymers. The UV-spectra and their oxidation potentials were determined. Attempts to correlate these two prope
- Zimmer, Hans,Sudsuansri, Kobkul,Mark Jr., Harry B.,Ziegler, Bernd
-
p. 269 - 286
(2007/10/03)
-
- Preparation of 1,4-Diketones and Their Reactions with Bis(trialkyltin) or Bis(triphenyltin) Sulfide-Boron Trichloride
-
1,4-Diphenyl- and 1,4-bis(4-chlorophenyl)-1.4-butanediones (3 and 4), as well as 1-phenyl-, 1-(4-chlorophenyl)-, and 1-(4-methoxyphenyl)-1,4-pentanediones (7-9) react with bis(tributyltin), bis(tricyclohexyltin), and/or bis(triphenyltin) sulfide in the pr
- Freeman, Fillmore,Kim, Darrick S. H. L.,Rodriguez, Eloy
-
p. 1722 - 1727
(2007/10/02)
-
- PALLADIUM CATALYZED C-C COUPLING FOR SYNTHESIS OF pi -CONJUGATED POLYMERS COMPOSED OF ARYLENE AND ETHYNYLENE UNITS.
-
Palladium compounds such as Pd(PPh//3)//4 and Pd(OAc)//2 catalyze polycondensation between dihalo aromatic compounds, X-Ar-X (Ar equals p-phenylene, 2,5-thiophenediyl, 9,10-anthracenediyl, 2,6-pyridinediyl, p-benzene-dicarbonyl, p-xylene- alpha , alpha prime -diyl), and acetylenic compounds (p-C//6H//4(C EQUVLNT CH)//2 or p-C//6H//4(C EQUVLNT CMgBr)//2). The polymers obtained have high thermal stabilities and most of them show fluorescence. One of the polymers is converted into semiconductors by doping with electron acceptors.
- Sanechika,Yamamoto,Yammoto
-
p. 752 - 755
(2007/10/02)
-